Chesapeake VA Homes with Deep Water Waterfront description

Welcome to Chesapeake, Virginia — a hidden gem nestled in the heart of the Tidewater region, where the allure of coastal living meets the charm of suburban life. Known for its picturesque landscapes and vibrant community spirit, Chesapeake offers residents an idyllic setting with a perfect blend of nature and urban convenience. With its rich history, excellent schools, and a plethora of parks and recreational opportunities, it’s no wonder that families and individuals alike are drawn to this thriving city.

One of the most captivating features of Chesapeake is its stunning deep-water waterfront homes. Imagine waking up each day to the gentle sound of waves lapping against your private dock, with panoramic views of the serene waterways right outside your window. These exquisite properties provide not just a home, but a lifestyle — perfect for boating enthusiasts, fishing aficionados, or anyone who simply enjoys the beauty of waterfront living.

Deep-water access means you can easily navigate the expansive waters of the Chesapeake Bay and beyond, allowing for endless adventures on the water. Whether you’re hosting a summer barbecue on your spacious deck or enjoying a quiet evening watching the sunset over the water, these homes offer a unique blend of luxury and tranquility.

Chesapeake’s deep-water waterfront properties are more than just real estate; they are gateways to a life filled with exploration and relaxation. Discover the perfect blend of comfort and adventure in Chesapeake, where your dream home awaits amidst the stunning backdrop of Virginia’s beautiful waterways. Embrace the lifestyle you’ve always envisioned!

Newest Chesapeake VA Homes with Deep Water Waterfront description

$560,000

4 Beds ⋅ 2 Baths ⋅ 10646286 MLS

Escape to your own private waterfront retreat on nearly 1/2 acre in the sought-after Inland Colony community, where peaceful wooded surroundings and serene water views create the perfect connection to nature. This 2,494 sq. ft. home offers 4 bedrooms, 2 baths, a first-floor primary suite, detached ADU, 1-car garage, and private dock with access to the Intracoastal Waterway on the Elizabeth River. Enjoy the expansive deck overlooking the backyard and water or unwind on the screened porch off the primary suite. Fresh paint and new carpet enhance the bedrooms, while the spacious kitchen features granite countertops, stainless steel appliances, abundant cabinetry, and generous prep space. French doors open from the dining room to the living area, creating an ideal layout for entertaining. The FROG with new carpet and large walk-in attic provide excellent flexibility and storage. Some photos may be virtually staged. Conveniently located near shopping, dining, top-rated schools, and interstate access while offering a true waterfront escape.

1145 Sunlight Drive, South Chesapeake

$375,000

3 Beds ⋅ 2.1 Baths ⋅ 10645496 MLS

Don't miss out on this waterfront Penthouse condo in the heart of Great Bridge. Relax on one of two huge decks overlooking your own private boat slip offering the epitome of coastal living. Once inside, you will find a light-filled open space great for indoor-outdoor living and entertaining. The updates, including the HVAC, low-maintenance LVP flooring, and fresh paint mean you can pack your backs (and life jackets) and move right in! The ample storage indoor and out (don't miss the walk-in attic inside the primary closet) adds practicality and function. The resort-style condo amenities are not to be missed- not only is trash, water, and sewer covered, but you also have a community pool, clubhouse, and ground maintenance to leave all of your free time to enjoy your new coastal lifestyle. The sellers are open to selling the new boat and floating dock for an additional cost.

173 Harbor Watch Drive, South Chesapeake

$495,000

3 Beds ⋅ 2 Baths ⋅ 10645328 MLS

Rare opportunity to own on deep water in Chesapeake! Fish, kayak, boat right off your back dock. Keep your boat in your own backyard on the boat lift instead of paying for dry storage or slip fees. From your private dock, enjoy an approximate 40–50-minute cruise to the open waters of the Chesapeake Bay or to Downtown Norfolk’s vibrant Waterside District where waterfront dining, entertainment and marina amenities await you! Solidly built and full of potential, this classic brick ranch home offers 1,800 square feet of living space with 3 bedrooms and 2 full baths. Whether you’re looking to renovate, personalize or invest, this home provides a fantastic opportunity to make it your own. Being sold as-is, it is ready for your vision and your creativity! Call for more details or to schedule a private tour.

220 Deepwater Drive, South Chesapeake

$459,500

4 Beds ⋅ 3 Baths ⋅ 10641545 MLS

This Home Is Amazing! Unique waterfront property featuring a Gorgeous 1-bedroom apartment over the detached garage with a kitchen and full bath, plus a delightful 3-bedroom, 2-full bath single-level brick-front ranch. Enjoy beautiful water views from both the home and property. The apartment is approximately 300 SF, and the ranch home is approximately 1,400 SF, for a total of 1,700 SF. Situated on a tree-lined cul-de-sac, this property offers a distinctive setting with all-new HVAC, newer roof, newer windows, and many additional updates throughout!

1425 Philmont Avenue, Central Chesapeake

$675,000

4 Beds ⋅ 3.1 Baths ⋅ 10639506 MLS

Rare opportunity to restore a true waterfront gem in Chesapeake's sought-after Western Branch area. Nestled on more than 1.5 private acres at the end of a secluded cul-de-sac, this 3,679-square-foot estate is a diamond in the rough awaiting its return to better-than-ever glory. Enjoy the ease of one-level living with breathtaking deep-water views stretching across the river from the rear of the home. Mature trees create a peaceful, park-like setting, offering unmatched privacy and natural beauty. Outdoor amenities include a pool, private pier, and riparian rights, providing endless opportunities for boating, fishing, and waterfront recreation. A detached three-car garage is connected to the home by a breezeway and features a spacious office suite above, ideal for a home business, studio, or guest retreat. Set well back from the road, this hidden paradise offers the perfect combination of seclusion, expansive water frontage, and incredible potential. Bring your vision and transform this exceptional property into a stunning waterfront showcase. Some photos are virtually staged.

3000 Voyager Court, West Chesapeake

$609,900

3 Beds ⋅ 2 Baths ⋅ 10634315 MLS

This amazing waterfront ranch features gorgeous wood floors, large bedrooms, and an office with views of the water. There are a few small projects to be completed, but the kitchen has been completely remodeled and the roof and windows are new. This cul-de-sac lot is close to half an acre and features stunning views of the Indian River. Deep water access makes this a perfect home for boaters, birders, or water lovers. Seminole Park is a quiet and well-established part of Chesapeake and is close to highways, bases, shopping, and restaurants.

4102 Chowan Avenue, Central Chesapeake

$2,490,000

5 Beds ⋅ 7.1 Baths ⋅ 10633717 MLS

Privately gated deep water estate with quick access to the Chesapeake Bay. Exceptional waterfront designed for boating and entertaining with deep pilings, 3boat lifts (2-30K, 1-16K), and jet ski lift. Resort-style outdoor living features saltwater pool, firepit, expansive paver patio, and multiple waterfront entertaining areas. Gourmet kitchen with custom pantry, multiple refrigeration and beverage stations, and open flow into main living areas. Media room and flexible spaces throughout. All bedrooms offer private ensuites and walk-in closets. First-floor primary suite includes spa bath, dual closets, sitting area, and outdoor access. Elevator, 5-zone HVAC, central vacuum, multiple laundry areas. Temperature-controlled garages accommodate up to 8 vehicles including detached garage with apartment and workspace. Exceptional opportunity to compare Chesapeake waterfront value to Virginia Beach pricing.

4112 Mingo Trail, Central Chesapeake

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